Synthesis of 2,3-dihydroquinazolinones and quinazolin-4(3H)-ones catalyzed by graphene oxide nanosheets in an aqueous medium: “on-water” synthesis accompanied by carbocatalysis and selective C–C bond cleavage?

RSC Advances Pub Date: 2016-02-18 DOI: 10.1039/C6RA00388E

Abstract

Graphene oxide (GO) nanosheet catalyzed new and straightforward strategies for the construction of 2,3-dihydroquinazolinones and quinazolin-4(3H)-ones starting from anthranilamide (2-aminobenzamide) and an aldehyde/ketone in aqueous medium at room temperature have been realized. This catalyst is also found to be efficient for the expedient construction of quinazolin-4(3H)-ones starting from anthranilamide and a β-ketoester/1,3-diketone following selective C–C bond cleavage of the β-ketoester/1,3-diketone at an elevated temperature under metal and oxidant free conditions.

Graphical abstract: Synthesis of 2,3-dihydroquinazolinones and quinazolin-4(3H)-ones catalyzed by graphene oxide nanosheets in an aqueous medium: “on-water” synthesis accompanied by carbocatalysis and selective C–C bond cleavage
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